triethyl 3,4-dimethoxy-α-phosphonocinnamate | 14656-26-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: triethyl 3,4-dimethoxy-α-phosphonocinnamate
• 英文别名: Ethyl 2-(diethoxyphosphoryl)-3-(3,4-dimethoxyphenyl)acrylate；ethyl (E)-2-diethoxyphosphoryl-3-(3,4-dimethoxyphenyl)prop-2-enoate
• CAS: 14656-26-9
• 化学式: C₁₇H₂₅O₇P
• 分子量: 372.355
• InChiKey: CRKMCAWVSBUKPJ-FOWTUZBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 四氯化钛 、 3,4-二甲氧基苯甲醛 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以96.6%的产率得到triethyl 3,4-dimethoxy-α-phosphonocinnamate
  参考文献：
  名称：

  Process and intermediates for production of donepezil and related compounds

  摘要：

  本发明涉及一种制备式(I)或其盐的乙酰胆碱酯酶抑制剂的新工艺，其中：R1是N-酰基-4-哌啶基；N-烷氧羰基-4-哌啶基；N-烷基-4-哌啶基；N-苄基-4-哌啶基；N-(&ohgr;-芳基烷基)-4-哌啶基；4-吡啶基；R4、R5、R6和R7相同或不同，分别表示氢、直链或支链烷基、芳基、羟基、烷氧基、芳氧基、苄氧基、酰氧基、烷硫基、芳硫基、苄硫基、酰胺基、邻苯二甲酰亚胺基或卤素；n为1、2或3；m为1、2、3、4或5。该工艺包括将式(II)或其盐环化，其中R1、R4、R5、R6和R7、m和n如上所定义；R2从衍生或非衍生的羧基、氰基、N-取代氨基羰基基团或氢中选择；R3从衍生或非衍生的羧基、氰基或N-取代氨基羰基基团中选择，可选地在酸和/或溶剂的存在下。根据本发明制备的化合物类中最有效的乙酰胆碱酯酶抑制剂之一是多奈哌齐。

  公开号：

  US06492522B1

文献信息

• PROCESS AND INTERMEDIATES FOR PRODUCTION OF DONEPEZIL AND RELATED COMPOUNDS
  申请人：Finetech Ltd

  公开号：EP1129073A2

  公开（公告）日：2001-09-05
• US6492522B1
  申请人：——

  公开号：US6492522B1

  公开（公告）日：2002-12-10
• [EN] NOVEL PROCESS AND INTERMEDIATES FOR PRODUCTION OF DONEPEZIL AND RELATED COMPOUNDS<br/>[FR] NOUVEAU PROCEDE ET INTERMEDIAIRES POUR LA PRODUCTION DE DONEPEZIL ET DE SES COMPOSES APPARENTES
  申请人：FINETECH LTD

  公开号：WO2000009483A2

  公开（公告）日：2000-02-24

  The present invention relates to a new process for the preparation of acetylcholinesterase inhibitors of formula (I) or a salt thereof, wherein: R1 is N-acyl-4-piperidyl; N-alkoxycarbonyl-4-piperidyl; 4-piperidyl; N-alkyl-4-piperidyl; N-benzyl-4-piperidyl; N-(φ-aralkyl)-4-piperidyl; 4-pyridyl; R?4, R5, R6 and R7¿ are identical or different and each represents hydrogen, straight-chain or branched alkyl, aryl, hydroxy, alkoxy, aryloxy, benzyloxy, acyloxy, alkylthio, arylthio, benzylthio, acylamino, phthalimido or halogen; n is 1, 2 or 3; m is 1, 2, 3, 4 or 5. This process comprises cyclisation of a compound of formula (II) or salts thereof, wherein R?1, R4, R5, R6 and R7¿, m and n are as defined above; R2 is selected from a derivatised or non-derivatised carboxyl, cyano, N-substituted aminocarbonyl groups or hydrogen; R3 is selected from a derivatised or non-derivatised carboxyl, cyano or N-substituted aminocarbonyl groups, optionally in the presence of acids and/or solvents. One of the most potent acetylcholinesterase inhibitors of the class of compounds prepared according to the present invention is donepezil.
• Process and intermediates for production of donepezil and related compounds
  申请人：Finetech Laboratories Ltd.

  公开号：US06492522B1

  公开（公告）日：2002-12-10

  The present invention relates to a new process for the preparation of acetylcholinesterase inhibitors of formula (I) or a salt thereof, wherein: R1 is N-acyl-4-piperidyl; N-alkoxycarbonyl-4-piperidyl; N-alkyl-4-piperidyl; N-benzyl-4-piperidyl; N-(&ohgr;-aralkyl)-4-piperidyl; 4-pyridyl; R4, R5, R6, and R7 are identical or different and each represents hydrogen, straight-chain or branched alkyl, aryl, hydroxy, alkoxy, aryloxy, benzyloxy, acyloxy, alkylthio, arylthio, benzylthio, acylamino, phthalimido or halogen; n is 1, 2 or 3; m is 1, 2, 3, 4, or 5. This process comprises cyclisation of a compound of formula (II) or salts thereof, wherein R1, R4, R5, R6 and R7, m and n are as defined above; R2 is selected from a derivatised or non-derivatised carboxyl, cyano, N-substituted aminocarbonyl groups or hydrogen; R3 is selected from a derivatised or non-derivatised carboxyl, cyano or N-substituted aminocarbonyl groups, optionally in the presence of acids and/or solvents. One of the most potent acetylcholinesterase inhibitors of the class of compounds prepared according to the present invention is donepezil.

  本发明涉及一种制备式(I)或其盐的乙酰胆碱酯酶抑制剂的新工艺，其中：R1是N-酰基-4-哌啶基；N-烷氧羰基-4-哌啶基；N-烷基-4-哌啶基；N-苄基-4-哌啶基；N-(&ohgr;-芳基烷基)-4-哌啶基；4-吡啶基；R4、R5、R6和R7相同或不同，分别表示氢、直链或支链烷基、芳基、羟基、烷氧基、芳氧基、苄氧基、酰氧基、烷硫基、芳硫基、苄硫基、酰胺基、邻苯二甲酰亚胺基或卤素；n为1、2或3；m为1、2、3、4或5。该工艺包括将式(II)或其盐环化，其中R1、R4、R5、R6和R7、m和n如上所定义；R2从衍生或非衍生的羧基、氰基、N-取代氨基羰基基团或氢中选择；R3从衍生或非衍生的羧基、氰基或N-取代氨基羰基基团中选择，可选地在酸和/或溶剂的存在下。根据本发明制备的化合物类中最有效的乙酰胆碱酯酶抑制剂之一是多奈哌齐。